The tree-lined East End neighborhood sits to the right of Frick Park, between the valley of Fern Hollow Creek and the Nine Mile Run. But Regent Square isn’t its own thing; the neighborhood is actually made up of four different municipalities — Pittsburgh, Edgewood, Swissvale, and Wilkinsburg. Its conglomeration of little towns is sometimes confusing, which is maybe why it had so many names: Gunn Hill, Devon Plan, Wilkins Plan, Regent Place, and ultimately, Regent Square.
Land acknowledgement: Long before white settlers gave it a name, though, the land belonged to Haudenosaunee, Lenape, Osage, and Shawnee peoples.
Chocolate croissants, morning buns, and more at Madeleine Bakery and Bistro in the Regent Square area of Wilkinsburg. (Francesca Dabecco / City Cast Pittsburgh)
Eat & Drink
Morning: Grab a cup of coffee or tea from the eclectic Biddle’s Escape, then mosey down Trenton Avenue for a treat from Madeleine Bakery and Bistro that will transport you to Paris. The croissants, baguettes, and other pastries are the stuff of dreams.
If you want a sit-down classic breakfast, find Famous Cafe on S. Braddock Avenue. There’s also the convenient coffee window at 61B Cafe and good-for-you fuel at Live Fresh Cold-Pressed Juice & Smoothie Bar on the same stretch.
Mid-Day: Looking to spice up your lunch? Get tacos or burritos from El Burro Dos or a cozy noodle or curry dish from Thai Cottage.
Evening: Grab a cocktail at Frick Park Tavern’s bar and enjoy home cooking like “Pittsburgh Panko Chicken Salad” or “Jimmy’s Signature Meatloaf.” Also try: a blend of Mediterranean, Middle Eastern, and Turkish flavors at Bosphorus Mediterranean Cuisine. For a late night bite, D’s Six Pack + Dogz has you covered until 10 p.m.
Find a fun, funky gift at WorkshopPGH. (Francesca Dabecco / City Cast Pittsburgh)
Shop Local
Shop for the artsy plant-lover in your life at WorkshopPGH on Trenton Avenue. They have local pottery, candles, food products, clothes, accessories, and greeting cards for every occasion. Or, buy a ticket to their crafty workshops.
Right next door, browse secondhand reads and music at the delightfully curated Fungus Books & Records.
From clothing to accessories, find all of your outdoor exploring essentials at 3 Rivers Outdoor Co. Plus, 3ROC has gear rentals for camping, hiking, backpacking, kayaking, stand-up paddleboarding, bouldering, cross-country skiing, and snowshoeing.
Gather around the campfire or get your gear at 3 Rivers Outdoor Co. (Francesca Dabecco / City Cast Pittsburgh)
Go, See, Do!
Outdoor recreation fans can join 3 Rivers Outdoor Co. for ongoing events like trail runs, community campfires, Saturday morning yoga, and headlamp hikes.
Learn embroidery, weaving, woodwork, sewing, punchneedle, and more at WorkshopPGH classes.
The neighborhood will celebrate the season with Light Up Night on Nov. 25 with warming refreshments, entertainment, and snacks provided by local businesses.
Look out for popular annual summer events like the Regent Square Yard Sale and Run Around the Square.
Regent Square highlighted on the Pittsburgh neighborhood map. (City of Pittsburgh)
